Explore top 2026 4 Star Hotels in Jacksonville Historic District

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Top Jacksonville Historic District 4 Star hotels

Compass by Margaritaville in Medford

2399 S Pacific Hwy Medford OR

Fully refundableReserve now, pay when you stay

$164 nightly

$183 total

Jul 2 - Jul 3

Total with taxes and fees

A casino, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and ...

9.6/10 Exceptional! (1,011 reviews)

"Great restaurant!! Room was immaculate! Definitely will stay again!!"

Reviewed on Jul 1, 2026

Hummingbird Estate Wine & Suites

1677 Old Stage Rd Central Point OR

$193 nightly

$196 total

Jul 13 - Jul 14

Total with taxes and fees

A bar/lounge and a terrace are featured at this bed & breakfast, along with free self parking. WiFi in public areas is free. A garden, a lobby fireplace, and ...

9.6/10 Exceptional! (168 reviews)

"The building is lovely, as are the grounds. Staff was friendly and helpful."

Reviewed on Jun 29, 2026

McCall House Boutique Inn

153 Oak St Ashland OR

$276 nightly

$308 total

Jul 6 - Jul 7

Total with taxes and fees

This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free full breakfast each morning. A business center, ...

9.2/10 Wonderful! (600 reviews)

"McCall Boutique was an excellent stay! We will definitely be back for a return visit."

Reviewed on Jun 26, 2026

Country Willows Inn and Estate

1313 Clay St Ashland OR

Fully refundableReserve now, pay when you stay

$331 nightly

$336 total

Jul 5 - Jul 6

Total with taxes and fees

A seasonal outdoor pool, free self parking, and concierge services are featured at this bed & breakfast. Guests will appreciate free perks like full breakfast ...

9.8/10 Exceptional! (37 reviews)

"Excellent Breakfast Room and lovely breakfast Staff was perfect ....... Enjoyed the entire experience 😎"

Reviewed on May 10, 2026

Arden Forest Inn

261 W Hersey St Ashland OR

$182 nightly

$203 total

Jul 6 - Jul 7

Total with taxes and fees

A seasonal outdoor pool, free self parking, and concierge services are featured at this bed & breakfast. WiFi in public areas is free. A terrace, a garden, and ...

9.8/10 Exceptional! (104 reviews)

"Lovely property hidden in a quiet neighborhood, walking distance to downtown and Oregon Shakespeare Theatre. Could use a quieter bathroom fan but all else good!"

Reviewed on May 21, 2026

Paschal Winery

1122 Suncrest Rd Talent OR

$406 nightly

$413 total

Jul 5 - Jul 6

Total with taxes and fees

This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and barbecue grills are also on offer.

9.8/10 Exceptional! (19 reviews)

"The property is at a winery with beautiful views of swans and a new baby swan, and the surrounding vineyards. The grounds are in good condition and the areas next to winery are lush and green with lots of things to look at. The winery itself has good food and even better wine. The Glamp Cottage trailer ..."

Reviewed on Jun 12, 2026

Barclay Klum House by WanderLodges

1023 E Main St Ashland OR

$475 nightly

$530 total

Jul 30 - Jul 31

Total with taxes and fees

This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and barbecue grills are also on ...

10/10 Exceptional! (8 reviews)

"Excellent location for in Ashland Easy acces to all local areas and the beds were comfortable! Kitchen stocked with all dishes need to cook meals."

Reviewed on Mar 10, 2026

The Mountain Ave House by WanderLodges

78 N Mountain Ave Ashland OR

$417 nightly

$465 total

Jul 26 - Jul 27

Total with taxes and fees

This vacation home features free WiFi in public areas, a garden, and laundry facilities. A virtual front desk are provided for your convenience.

10/10 Exceptional! (7 reviews)

"This place was a 10/10! Made a big breakfast for my friends. Grocery store very close. I will be returning!"

Reviewed on Sep 27, 2025

Hanna's House by WanderLodges

39 4th St Ashland OR

$381 nightly

$425 total

Aug 1 - Aug 2

Total with taxes and fees

This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the express check-out. ...

10/10 Exceptional! (3 reviews)

"Thoughtfully arranged and provisioned. A hidden gem."

Reviewed on Dec 14, 2025

Inn at the Commons

200 N Riverside Ave Medford OR

This inn features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the 24-hour gym and free perks like continental breakfast and free self parking. A 24-hour ...

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Recent Jacksonville Historic District hotel reviews by fellow wanderers

Compass by Margaritaville in Medford

5 out of 5

Posted 2 hours ago

Travelocity Verified Review

"Great restaurant!! Room was immaculate! Definitely will stay again!!"

A verified traveler stayed at Compass by Margaritaville in Medford

My Place Hotel-Medford OR

4 out of 5

Posted 3 hours ago

Travelocity Verified Review

"I was appreciating the little kitchenette.... and chose he motel based on the ull size fridge and 2 burner stovetop. They need to say that NO POTS OR UTENSILS ARE PROVIDED,. They had 1 pot and a few pieces of cutlerly in the lobby , but who wants to buy a cheap panyou'll only use while there. I highly recommend either a lending system where a peraon is charged i the walk off with a pan vs leaving it in the room. OR at least say there is a stove but you are on your own for utensils. Felt a bit bait and switch"

A verified traveler stayed at My Place Hotel-Medford OR

Prospero's Flagship Inn

4 out of 5

Posted 6 hours ago

Travelocity Verified Review

"#1 Southern Oregon is footsteps away. We were at the tour start stop withing a 5 minute walk. Our room was very clean and included a good sized mini fridge, A K-cup machine and assorted PODS. More PODS were available in the office. The pool was clean and there were chairs and towels located at the pool. Ice machine worked great. We had breakfast two days. On both days there were juices, coffee, yogurts. muffins, bread/bagel selection, butter/cream cheese/jam, make your own waffles with and stuff to put on top. Fresh Fruit was only available on day 2, but we did not ask the front desk what was in the bowl. On day two the bowl had oranges and bananas. Parking was easy to find and usuall available right in front. It was less than a 10 minute drive to the Shaskespeare festival and lots of cute boutiques and restaurants. ( 7-even, Subway, Mexican Food and a Sanwhich shop were all within a 2-3 minute walk from the Inn if you don't want to drive downtown.)"

A verified traveler stayed at Prospero's Flagship Inn